Prompt database · 2026-27 cycle
The University of Chicago
Deadlines
sourceNo deadlines published for this cycle yet. Check the source link above — we'll add them as soon as the school posts them.
Essay prompts (8)
- why us2025-26
Applies to: Question 1 (Required) — all applicants using the UChicago supplement
How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 1: In an ideal world where inter-species telepathic communication exists, which species would you choose to have a conversation with, and what would you want to learn from them? Would you ask beavers for architectural advice? Octopuses about cognition? Pigeons about navigation? Ants about governance? Make your case—both for the species and the question. —Inspired by Yvan Sugira, Class of 2029
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 2: If you could uninvent one thing, what would it be — and what would unravel as a result? —Inspired by Eitan Fischer, Class of 2027
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 3: "Left" can mean remaining or departed. "Dust" can mean to add fine particles or to remove them. "Fast" can mean moving quickly or fixed firmly in place. These contronyms—words that are their own antonyms—somehow hold opposing meanings in perfect tension. Explore a contronym: a role, identity, or experience in your life that has contained its own opposite. —Inspired by Kristin Yi, Class of 2029
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 4: The penny is on its way out—too small to matter, too costly to keep. But not everything small should disappear. What's one object the world is phasing out that you think we can't afford to lose, and why? —Ella Somaiya, Class of 2028
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 5: From Michelin Tires creating the Michelin Guide, to the audio equipment company Audio-Technica becoming one of the world's largest manufacturers of sushi robots, brand identity can turn out to be a lot more flexible than we think. Choose an existing brand, company, or institution and propose an unexpected but strangely logical new product or service for them to launch. Why is this unlikely extension exactly what the world (or the brand) needs right now? —Inspired by Julia Nieberg, Class of 2029
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 6: Statistically speaking, ice cream doesn't cause shark attacks, pet spending doesn't drive the number of lawyers in California, and margarine consumption isn't responsible for Maine's divorce rate—at least, not according to conventional wisdom. But what if the statisticians got it wrong? Choose your favorite spurious correlation and make the case for why it might actually reveal a deeper, causative truth. —Inspired by Adam DiMascio, Class of 2025
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
- weird2025-26
Applies to: Question 2: Extended Essay (Required; choose one)
Essay Option 7: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!
This is the 2025-26 wording, carried over: The University of Chicago has not republished this prompt for 2026-27 yet. Schools usually post updates around the Common App opening on August 1; we re-check after that and change this text only against an official source.
The school's published AI policy
We haven't found a published AI policy for this school yet. When in doubt: feedback and brainstorming are widely accepted; AI-written essay content is not. Second Read only does the former.
How reviews use this page
When you request a review for a The University of Chicago supplement, the feedback is grounded in exactly what you see here: the prompt itself, its word limit, and what the school publishes about its values and programs. That's the whole claim — calibrated to the prompt and the school's own published guidance, scored against a consistent rubric. Not insider knowledge, and never a rewrite: Second Read is a coach, not a ghostwriter. It flags weaknesses and tells you what to fix and why; it never writes a sentence of your essay.
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